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Novel C2-symmetric chiral 18-crown-6 derivatives with two aromatic sidearms as chiral NMR discriminating agents |
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| Authors: | Yohji Nakatsuji Yoshio Nakahara Toshiyuki Kida |
| Affiliation: | a Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1, Omiya, Asahi-ku, Osaka 535-8585, Japan b Department of Molecular Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan |
| Abstract: | Novel C2-symmetric chiral 18-crown-6 derivatives with two aromatic sidearms 2-4 were prepared, and their enantiomeric recognition abilities as chiral NMR discriminating agents towards primary ammonium salts were examined. Among these chiral crown ethers, the most effective enantiomeric discrimination of racemic ammonium salts in the 1H NMR spectra was attained by the derivative with two pyrenylmethyl sidearms. |
| Keywords: | Chiral crown ethers Chiral NMR discriminating agents Ring current effect C-pivot lariat ether Enantiomeric splitting |
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